1. Home
  2. Find a Cruise
  3. Cruises from St. Thomas to the Eastern Caribbean

Cruises from St. Thomas to the Eastern Caribbean

Departure Month
Any
Departure Month
Destination
Caribbean - Eastern
1
Destination
1
Departing From
St. Thomas
1
Departing From
1
Cruise Length
Any
Cruise Length
Cabin Type
Any
Cabin Type
Cruise Line
Any
Cruise Line
Price
Any
Price
Cruise Style
Any
Cruise Style
Ship
Any
Ship
Ports
Any
Ports
More Filters
Less Filters
  • 7 Night
    Charlotte Amalie, St. Thomas To Marigot

    Leaving:
    St. Thomas
    Visiting:
    Virgin Gorda, Jost Van Dyke ... see more
    Cruise Line:
    SeaDream Yacht Club
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    Itinerary

    Cruise Itinerary

    7 Night Cruise to Eastern Caribbean from St. Thomas Route (SeaDream Yacht Club)
    • Day 1
      St. Thomas
    • Day 2
      Virgin Gorda
    • Day 3
      Virgin Gorda
    • Day 3
      Jost Van Dyke
    • Day 4
      Anguilla
    • Day 4
      St. Barts
    • Day 5
      St. Barts
    • Day 6
      Nevis
    • Day 7
      Nevis
    • Day 7
      South Friars Beach
    • Day 8
      St. Martin
    Ship Details

    SeaDream II - SeaDream Yacht Club

    Pros

    All-inclusive, ultra-small ship with amazing food and service

    Cons

    Limited onboard entertainment, especially if you don't like to socialize over drinks

    Bottom Line

    Closest most people will get to a vacation on a private yacht

    Reviews

    SeaDream II Reviews

    Cruise Critic Editor Ratings
    Overall
    5.0/5
    Cabins5.0
    Dining5.0
    Service5.0
    Value4.5

    "It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, but ...

    Cruise Critic Member Ratings
    Perhedegaard
    Sail Date Mar 2018
    18 paying passengers - yet poor service and zero flexibility.
    Read More
    PleaseDontSnoNoMo
    Sail Date Mar 2017
    Forget the 1-5 ratings; your SeaDream experience is about personal style
    Read More
    Cabin Comparison

    Compare Cabin Prices

    No Results Found
    Loading...
    View All Prices

    Compare Prices

    Call to plan your cruise 866-501-1694 866-501-1694
    Loading...
  • 7 Night
    Charlotte Amalie, St. Thomas To San Juan

    Leaving:
    St. Thomas
    Visiting:
    St. John (U.S.V.I.), St. Martin ... see more
    Cruise Line:
    SeaDream Yacht Club
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    Itinerary

    Cruise Itinerary

    7 Night Cruise to Eastern Caribbean from St. Thomas Route (SeaDream Yacht Club)
    • Day 1
      St. Thomas
    • Day 2
      St. John (U.S.V.I.)
    • Day 3
      St. Martin
    • Day 4
      Saba
    • Day 4
      St. Barts
    • Day 5
      St. Barts
    • Day 6
      Tortola
    • Day 6
      Norman Island
    • Day 7
      Virgin Gorda
    • Day 7
      Prickly Pear Island
    • Day 8
      San Juan
    Ship Details

    SeaDream II - SeaDream Yacht Club

    Pros

    All-inclusive, ultra-small ship with amazing food and service

    Cons

    Limited onboard entertainment, especially if you don't like to socialize over drinks

    Bottom Line

    Closest most people will get to a vacation on a private yacht

    Reviews

    SeaDream II Reviews

    Cruise Critic Editor Ratings
    Overall
    5.0/5
    Cabins5.0
    Dining5.0
    Service5.0
    Value4.5

    "It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, but ...

    Cruise Critic Member Ratings
    piratelooksat45
    Sail Date Jan 2017
    Yearly Review of SeaDream
    Read More
    dmaislen
    Sail Date Jan 2017
    Did back-to-back trips primarily in the British Virgin Islands 1/7 to 1/21
    Read More
    Cabin Comparison

    Compare Cabin Prices

    No Results Found
    Loading...
    View All Prices

    Compare Prices

    Call to plan your cruise 866-501-1694 866-501-1694
    Loading...
  • 7 Night
    Charlotte Amalie, St. Thomas To San Juan

    Leaving:
    St. Thomas
    Visiting:
    South Friars Beach, St. Barts ... see more
    Cruise Line:
    SeaDream Yacht Club
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    Itinerary

    Cruise Itinerary

    7 Night Cruise to Eastern Caribbean from St. Thomas Route (SeaDream Yacht Club)
    • Day 1
      St. Thomas
    • Day 2
      South Friars Beach
    • Day 2
      St. Barts
    • Day 3
      St. Barts
    • Day 4
      Anguilla
    • Day 5
      Virgin Gorda
    • Day 6
      Norman Island
    • Day 6
      Beef Island
    • Day 7
      Beef Island
    • Day 7
      Jost Van Dyke
    • Day 8
      San Juan
    Ship Details

    SeaDream II - SeaDream Yacht Club

    Pros

    All-inclusive, ultra-small ship with amazing food and service

    Cons

    Limited onboard entertainment, especially if you don't like to socialize over drinks

    Bottom Line

    Closest most people will get to a vacation on a private yacht

    Reviews

    SeaDream II Reviews

    Cruise Critic Editor Ratings
    Overall
    5.0/5
    Cabins5.0
    Dining5.0
    Service5.0
    Value4.5

    "It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, but ...

    Cruise Critic Member Ratings
    TheRedWiner
    Sail Date Feb 2016
    Sea Dreamy
    Read More
    wjudson461
    Sail Date Dec 2012
    Sea Dream Yacht Club's Werner Roy
    Read More
    Cabin Comparison

    Compare Cabin Prices

    No Results Found
    Loading...
    View All Prices

    Compare Prices

    Call to plan your cruise 866-501-1694 866-501-1694
    Loading...
  • 7 Night
    Charlotte Amalie To Charlotte Amalie

    Leaving:
    St. Thomas
    Visiting:
    St. John (U.S.V.I.), St. Barts ... see more
    Cruise Line:
    SeaDream Yacht Club
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    Itinerary

    Cruise Itinerary

    7 Night Cruise to Eastern Caribbean from St. Thomas Route (SeaDream Yacht Club)
    • Day 1
      St. Thomas
    • Day 2
      St. John (U.S.V.I.)
    • Day 3
      St. Barts
    • Day 4
      St. Barts
    • Day 5
      Tortola
    • Day 5
      Norman Island
    • Day 6
      Virgin Gorda
    • Day 7
      Jost Van Dyke
    • Day 8
      St. Thomas
    Ship Details

    SeaDream II - SeaDream Yacht Club

    Pros

    All-inclusive, ultra-small ship with amazing food and service

    Cons

    Limited onboard entertainment, especially if you don't like to socialize over drinks

    Bottom Line

    Closest most people will get to a vacation on a private yacht

    Reviews

    SeaDream II Reviews

    Cruise Critic Editor Ratings
    Overall
    5.0/5
    Cabins5.0
    Dining5.0
    Service5.0
    Value4.5

    "It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, but ...

    Cruise Critic Member Ratings
    wjudson461
    Sail Date Dec 2010
    A Unique Cruising Experience
    Read More
    oldbonz
    Sail Date Feb 2006
    SeaDream II - Eastern Caribbean
    Read More
    Cabin Comparison

    Compare Cabin Prices

    No Results Found
    Loading...
    View All Prices

    Compare Prices

    Call to plan your cruise 866-501-1694 866-501-1694
    Loading...
  • 4 Night
    Charlotte Amalie, St. Thomas To Charlotte

    Leaving:
    St. Thomas
    Visiting:
    Sopers Hole, Norman Island ... see more
    Cruise Line:
    SeaDream Yacht Club
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    Itinerary

    Cruise Itinerary

    4 Night Cruise to Eastern Caribbean from St. Thomas Route (SeaDream Yacht Club)
    • Day 1
      St. Thomas
    • Day 2
      Sopers Hole
    • Day 2
      Norman Island
    • Day 3
      Jost Van Dyke
    • Day 4
      Jost Van Dyke
    • Day 4
      Virgin Gorda
    • Day 5
      St. Thomas
    Ship Details

    SeaDream II - SeaDream Yacht Club

    Pros

    All-inclusive, ultra-small ship with amazing food and service

    Cons

    Limited onboard entertainment, especially if you don't like to socialize over drinks

    Bottom Line

    Closest most people will get to a vacation on a private yacht

    Reviews

    SeaDream II Reviews

    Cruise Critic Editor Ratings
    Overall
    5.0/5
    Cabins5.0
    Dining5.0
    Service5.0
    Value4.5

    "It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, but ...

    Cruise Critic Member Ratings
    Perhedegaard
    Sail Date Mar 2018
    18 paying passengers - yet poor service and zero flexibility.
    Read More
    HHB fun
    Sail Date Oct 2018
    Fabulous Caribbean Holiday
    Read More
    Cabin Comparison

    Compare Cabin Prices

    No Results Found
    Loading...
    View All Prices

    Compare Prices

    Call to plan your cruise 866-501-1694 866-501-1694
    Loading...
  • 7 Night
    Charlotte Amalie, St. Thomas To Castries

    Leaving:
    St. Thomas
    Visiting:
    Sopers Hole, Norman Island ... see more
    Cruise Line:
    SeaDream Yacht Club
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    Itinerary

    Cruise Itinerary

    7 Night Cruise to Eastern Caribbean from St. Thomas Route (SeaDream Yacht Club)
    • Day 1
      St. Thomas
    • Day 2
      Sopers Hole
    • Day 2
      Norman Island
    • Day 3
      Virgin Gorda
    • Day 3
      Prickly Pear Island
    • Day 4
      Anguilla
    • Day 4
      St. Barts
    • Day 5
      St. Barts
    • Day 6
      Guadeloupe
    • Day 7
      Dominica
    • Day 8
      St. Lucia
    Ship Details

    SeaDream II - SeaDream Yacht Club

    Pros

    All-inclusive, ultra-small ship with amazing food and service

    Cons

    Limited onboard entertainment, especially if you don't like to socialize over drinks

    Bottom Line

    Closest most people will get to a vacation on a private yacht

    Reviews

    SeaDream II Reviews

    Cruise Critic Editor Ratings
    Overall
    5.0/5
    Cabins5.0
    Dining5.0
    Service5.0
    Value4.5

    "It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, but ...

    Cruise Critic Member Ratings
    gwennw
    Sail Date Jun 2018
    Best cruise we ever took
    Read More
    BDMCruiser
    Sail Date Feb 2018
    5-Star Cruise, but Could Have Been Better
    Read More
    Cabin Comparison

    Compare Cabin Prices

    No Results Found
    Loading...
    View All Prices

    Compare Prices

    Call to plan your cruise 866-501-1694 866-501-1694
    Loading...
  • 7 Night
    Charlotte Amalie, St. Thomas To San Juan

    Leaving:
    St. Thomas
    Visiting:
    St. John (U.S.V.I.), Saba ... see more
    Cruise Line:
    SeaDream Yacht Club
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    Itinerary

    Cruise Itinerary

    6 Night Cruise to Eastern Caribbean from St. Thomas Route (SeaDream Yacht Club)
    • Day 1
      St. Thomas
    • Day 2
      St. John (U.S.V.I.)
    • Day 3
      Saba
    • Day 3
      St. Barts
    • Day 4
      St. Barts
    • Day 5
      Sopers Hole
    • Day 5
      Norman Island
    • Day 6
      Jost Van Dyke
    • Day 7
      San Juan
    Ship Details

    SeaDream II - SeaDream Yacht Club

    Pros

    All-inclusive, ultra-small ship with amazing food and service

    Cons

    Limited onboard entertainment, especially if you don't like to socialize over drinks

    Bottom Line

    Closest most people will get to a vacation on a private yacht

    Reviews

    SeaDream II Reviews

    Cruise Critic Editor Ratings
    Overall
    5.0/5
    Cabins5.0
    Dining5.0
    Service5.0
    Value4.5

    "It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, but ...

    Cruise Critic Member Ratings
    Vicky2
    Sail Date Feb 2018
    A cruise is more than food and excellent service
    Read More
    jam48
    Sail Date Jan 2018
    SeaDream II - Relaxing, small-ship, luxury cruise
    Read More
    Cabin Comparison

    Compare Cabin Prices

    No Results Found
    Loading...
    View All Prices

    Compare Prices

    Call to plan your cruise 866-501-1694 866-501-1694
    Loading...
  • 7 Night
    Charlotte Amalie, St. Thomas To San Juan

    Leaving:
    St. Thomas
    Visiting:
    St. John (U.S.V.I.), Saba ... see more
    Cruise Line:
    SeaDream Yacht Club
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    Itinerary

    Cruise Itinerary

    7 Night Cruise to Eastern Caribbean from St. Thomas Route (SeaDream Yacht Club)
    • Day 1
      St. Thomas
    • Day 2
      St. John (U.S.V.I.)
    • Day 3
      Saba
    • Day 3
      St. Barts
    • Day 4
      St. Barts
    • Day 5
      Virgin Gorda
    • Day 6
      Norman Island
    • Day 7
      Jost Van Dyke
    • Day 8
      San Juan
    Ship Details

    SeaDream II - SeaDream Yacht Club

    Pros

    All-inclusive, ultra-small ship with amazing food and service

    Cons

    Limited onboard entertainment, especially if you don't like to socialize over drinks

    Bottom Line

    Closest most people will get to a vacation on a private yacht

    Reviews

    SeaDream II Reviews

    Cruise Critic Editor Ratings
    Overall
    5.0/5
    Cabins5.0
    Dining5.0
    Service5.0
    Value4.5

    "It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, but ...

    Cruise Critic Member Ratings
    Msdenny
    Sail Date Jan 2018
    The most amazing yacht cruise from beginning to end!
    Read More
    LnG4Crusing
    Sail Date Jul 2017
    Amazing ! We are already booked for 2 more trips !
    Read More
    Cabin Comparison

    Compare Cabin Prices

    No Results Found
    Loading...
    View All Prices

    Compare Prices

    Call to plan your cruise 866-501-1694 866-501-1694
    Loading...
  • 7 Night
    Charlotte Amalie, St. Thomas To Charlotte

    Leaving:
    St. Thomas
    Visiting:
    Sopers Hole, Norman Island ... see more
    Cruise Line:
    SeaDream Yacht Club
    View Deal
    View Cruise Info
    Hide Cruise Info
    • Itinerary
    • Ship Details
    • Reviews
    • Cabin Comparison
    • View All Prices
    Itinerary

    Cruise Itinerary

    7 Night Cruise to Eastern Caribbean from St. Thomas Route (SeaDream Yacht Club)
    • Day 1
      St. Thomas
    • Day 2
      Sopers Hole
    • Day 2
      Norman Island
    • Day 3
      Jost Van Dyke
    • Day 4
      Saba
    • Day 4
      St. Barts
    • Day 5
      St. Barts
    • Day 6
      St. Barts
    • Day 7
      St. John (U.S.V.I.)
    • Day 8
      St. Thomas
    Ship Details

    SeaDream II - SeaDream Yacht Club

    Pros

    All-inclusive, ultra-small ship with amazing food and service

    Cons

    Limited onboard entertainment, especially if you don't like to socialize over drinks

    Bottom Line

    Closest most people will get to a vacation on a private yacht

    Reviews

    SeaDream II Reviews

    Cruise Critic Editor Ratings
    Overall
    5.0/5
    Cabins5.0
    Dining5.0
    Service5.0
    Value4.5

    "It's yachting, not cruising" has been SeaDream's tagline since the company launched in 2001, but ...

    Cruise Critic Member Ratings
    GlitteryUnicorn
    Sail Date Jul 2017
    Really wonderful
    Read More
    jpjolo
    Sail Date Apr 2017
    True Luxury
    Read More
    Cabin Comparison

    Compare Cabin Prices

    No Results Found
    Loading...
    View All Prices

    Compare Prices

    Call to plan your cruise 866-501-1694 866-501-1694
    Loading...
  • Free Price Drop Alerts
    Get Eastern Caribbean price drops
    250,000+ people have entered their email
    By proceeding, you agree to Cruise Critic’s Privacy Policy and Terms of Use.
  • Sponsored
    Sail the enchanting Rhine
    Witness medieval castles & cathedrals
    • 8-day cruise from Amsterdam to Basel
    • Cruise from $1,999 plus air from $399
    • 2020 & 2021 Departures | 1 included shore excursion per port
    • Special Cruise Fares, 2-for-1 deposit & Book Now, Pay Later
    Viking Cruises
  • Cruise Critic is not a booking agent and does not charge any service fees to users of our site. Our partners who list cruise pricing on Cruise Critic are required to provide prices for cruise only, per person, double occupancy, and are based on specific cabin types and sailing dates, and may not be available for all cabin types/sailings. Taxes, fees and port expenses not included. Rates are in USD and valid for US and Canadian residents only. Fuel supplement may apply. When you book with one of our partners, please be sure to check their site for a full disclosure of all applicable fees as required by the U.S. Department of Transportation.

    For any cruises listed, Cruise Critic does not guarantee any specific rates or prices. In addition, average cruise prices are updated nightly.

    Furthermore, Cruise Critic makes no guarantees for availability of prices advertised on our site. Listed prices may have blackout dates, qualifications or restrictions.

    Cruise Critic is not responsible for content on external web sites.

  • Lowest pricing is based on our 3rd party pricing supplier and valid as of February 26th, 2020.